| 1 | Wed 14 Aug | 313-0 v Leeds UnitedLeeds United 0-3 Middlesbrough | Carabao Cup First Round |
| 2 | Tue 27 Aug | 310-5 v Stoke CityMiddlesbrough 0-5 Stoke City | Carabao Cup Second Round |
| 3 | Sat 23 Nov | 316-2 v Oxford UnitedOxford United 2-6 Middlesbrough | Sky Bet Championship |
| 4 | Wed 27 Nov | 310-1 v Blackburn RoversMiddlesbrough 0-1 Blackburn Rovers | Sky Bet Championship |
| 5 | Sat 30 Nov | 313-1 v Hull CityMiddlesbrough 3-1 Hull City | Sky Bet Championship |
| 6 | Sat 14 Dec | 311-0 v MillwallMiddlesbrough 1-0 Millwall | Sky Bet Championship |
| 7 | Sat 21 Dec | 313-3 v Plymouth ArgylePlymouth Argyle 3-3 Middlesbrough | Sky Bet Championship |
| 8 | Thu 26 Dec | 313-3 v Sheffield WednesdayMiddlesbrough 3-3 Sheffield Wednesday | Sky Bet Championship |
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